Question 1: Do I upgrade to Dana 44 alloy shafts or Dana 60's with stock shafts? 44 would require me to get 1 more locker, 60 would require 2. I figure the price is about the same for 44 shafts or Dana 60's. 60 would also require me to buy new rims, and maybe new tires. 60's would require suspension modifications.

Question 2: Do I regear the axles to 5:13 or go tera low in the transfer case? it would be roughly the same gain in ratio. The transfer case could use a rebuild anyways. Cost is double for t-case upgrade.

knowing how you drive, I would recommend trying to find some CUCV military axles, get you to 4.56 plus detroit in the back. I'm pretty sure you won't have much issue sticking with 15" rims if you desire.

I got into my H1's pretty cheap otherwise.

I'm not 100% sure how chromo would do in the dana 44's with your driving style... make sure they warranty them against all breakages

CUCV axles are probably $2000 if you can find them.
I don't think 15" rims fit on them.
Can you run H1's on SRW front axle without a spacer or new center? I think it would mess with the steering.
They claim that the alloy shafts are 40% stronger, and have a 10 year warranty.
Not sure on the WMS.

Not sure on the steering. You could go my route and use dually stuff, actually makes things cheaper because the drw is worth like $200 less than the srw... then you get the excuse to run double beadlock.

I never priced chromo, want to post up a breakdown of price? (I'd be willing to bet you did this)

In all seriousness I'll probably look at some stuff in my boredom tomorrow. I'll offer to help fab some trusses if you want. I think there should be some material that can be "misplaced" at the shop.